YHM - ORD

C$ 175 Find Cheap Flights from Hamilton to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hamilton to Chicago departing on 12/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hamilton to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hamilton to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Hamilton to Chicago (YHM-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hamilton to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hamilton to Chicago

Wed, 10 Dec - Wed, 17 Dec
Multiple Airlines Logo
7:00 a.m. - 12:09 a.m.YHM-ORD
18h 09m3 stops
Multiple Airlines Logo
5:00 a.m. - 3:00 p.m.ORD-YHM
9h 00m1 stop
C$ 482Multiple Airlines
Find Deal
Thu, 11 Dec - Thu, 18 Dec
Multiple Airlines Logo
6:10 p.m. - 1:35 p.m.YHM-ORD
20h 25m1 stop
Multiple Airlines Logo
12:09 p.m. - 2:20 p.m.ORD-YHM
25h 11m1 stop
C$ 594Multiple Airlines
Find Deal
Thu, 11 Dec - Thu, 18 Dec
Multiple Airlines Logo
7:55 p.m. - 1:35 p.m.YHM-ORD
18h 40m2 stops
Multiple Airlines Logo
12:09 p.m. - 2:20 p.m.ORD-YHM
25h 11m1 stop
C$ 615Multiple Airlines
Find Deal
Sat, 13 Dec - Sat, 20 Dec
Multiple Airlines Logo
8:15 a.m. - 11:42 a.m.YHM-ORD
28h 27m2 stops
Multiple Airlines Logo
3:26 p.m. - 3:00 p.m.ORD-YHM
22h 34m1 stop
C$ 692Multiple Airlines
Find Deal
Thu, 11 Dec - Thu, 18 Dec
Multiple Airlines Logo
7:55 p.m. - 1:35 p.m.YHM-ORD
18h 40m2 stops
Multiple Airlines Logo
3:26 p.m. - 2:20 p.m.ORD-YHM
21h 54m2 stops
C$ 718Multiple Airlines
Find Deal
Thu, 11 Dec - Thu, 18 Dec
Multiple Airlines Logo
7:55 p.m. - 1:35 p.m.YHM-ORD
18h 40m2 stops
Multiple Airlines Logo
1:34 p.m. - 2:20 p.m.ORD-YHM
23h 46m3 stops
C$ 776Multiple Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Multiple Airlines Logo
7:55 p.m. - 8:01 p.m.YHM-ORD
25h 06m3 stops
Multiple Airlines Logo
9:06 p.m. - 11:47 p.m.ORD-YHM
25h 41m2 stops
C$ 788Multiple Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Multiple Airlines Logo
8:15 a.m. - 6:04 a.m.YHM-ORD
22h 49m2 stops
Multiple Airlines Logo
9:06 p.m. - 11:47 p.m.ORD-YHM
25h 41m2 stops
C$ 791Multiple Airlines
Find Deal
Sat, 13 Dec - Sat, 20 Dec
Multiple Airlines Logo
7:00 a.m. - 12:09 a.m.YHM-ORD
18h 09m3 stops
Multiple Airlines Logo
9:09 p.m. - 2:20 p.m.ORD-YHM
16h 11m2 stops
C$ 826Multiple Airlines
Find Deal
Sat, 13 Dec - Sat, 20 Dec
Multiple Airlines Logo
2:35 p.m. - 6:05 a.m.YHM-ORD
16h 30m2 stops
Multiple Airlines Logo
9:09 p.m. - 2:20 p.m.ORD-YHM
16h 11m2 stops
C$ 834Multiple Airlines
Find Deal

Everything you should know

When to travel
April
Cheapest • 31% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
C$ 482
Overall average: C$ 374
Multiple Airlines
Wed 10/12Wed 17/12
YHM - ORD • 3 stops
Cheapest one-way flights
C$ 214
Multiple Airlines
Fri 12/12
YHM - ORD • 1 stop
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

KAYAK's insights & trends for Hamilton to Chicago flights

Get data-powered insights and trends into flights from Hamilton to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Hamilton to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hamilton to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Hamilton to Chicago O'Hare Intl Airport is April, where tickets cost C$ 302 (return) on average. On the other hand, the most expensive months are January and July, where the average cost of round-trip tickets is C$ 636 and C$ 565 respectively.

Find deals

Good to know

Low seasonJanuary
Cheapest flightC$ 214
Best time to beat the crowds but there is an average 44% increase in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Hamilton to Chicago

When to book flights from Hamilton to Chicago

Are your dates flexible? Find out the best times to travel from Hamilton to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Hamilton to Chicago flights

  • What is the cheapest flight from Hamilton to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Hamilton to Chicago O'Hare Intl Airport was C$ 214 for a one-way ticket and C$ 482 for a round-trip.

  • Which airports will I be using when flying from Hamilton to Chicago?

    Hamilton airport is called Hamilton and the only airport in Chicago is Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Hamilton to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Hamilton to Chicago?

    Star Alliance is the only airline alliance operating flights between Hamilton and Chicago.

  • How does KAYAK find such low prices on flights from Hamilton to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hamilton to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hamilton to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hamilton is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hamilton to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hamilton with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hamilton to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hamilton up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Hamilton to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Hamilton to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hamilton to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
Air CanadaOverall score based on 10372 reviews
6.8Entertainment
6.3Food
7.3Boarding
7.8Crew
7.1Comfort
Airline reviews

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

8.0 ExcellentAnonymous, Oct 2025YYZ - SFO
Read more Air Canada reviews

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

The airplane is way too tight, you can hardly enter into your row to sit.. more like kids seats than adults.

Wifi was great. Kind air crew and comfortable seating. Also liked the entertainment options.

First message when all on board was that we didnt have a pilot, then they found one, then it was something about the bridge something not working, they will either fix or do manually. Flight of course was leaving late with all the cruise guests worrying about making it to their ship in time. Then only some luggage made it off the ship. Around 15 to 20 people waiting. 45 min later arrived except mine. I asked the rep at the luggage conveyor, he asked me my name. Then said it was not picked up with the first batch so they put it in a room. I was going to take public transport but now worried about time so took a taxi that cost me $65 USD

The flight was very smooth and good. Boarding was fast, but the staff was just decently friendly.

Air Canada flight staff are in contact negotiations and they are less than happy and it show. The process of self checking baggage is less than desirable with lack of support staff to help

A sandwich and a drink would have been better thank a snack bar...

I liked the behaviour of the crew members.The flight was good.

I swear airplane seats keep getting smaller and smaller but everything else was great. Smooth sailing and we got in early.

Everything you need to know for your flight from Hamilton to Chicago

Information on your arrival and departure airports

Hamilton (YHM)
O'Hare Intl (ORD)

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